Thelifestylesteam.com Search Results

North Kenwood Luxury - 5BR, 3.5BA, Rooftop Deck with City & Lake Views, 1 Block to Lake Michigan + Rare 3-Car Garage! Discover modern luxury in this stunning all-brick, 5-bedroom, 3.5-bath transitional-style home in Chicago's sought-after North Kenwood neighborhood, just one block from Lake Michigan. Featuring a private rooftop deck with panoramic skyline and lake views, this residence offers an unmatched blend of timeless craftsmanship, contemporary design, and an unbeatable location. From the moment you arrive, the gated, landscaped front courtyard welcomes you with elegance and privacy. A custom 8' mahogany entry door opens to a bright, open-concept main level with oversized windows, gleaming hardwood floors, and seamless living and dining spaces-perfect for both entertaining and relaxed everyday living. The chef's kitchen is a true showpiece, showcasing a custom granite slab, premium appliances, abundant custom cabinetry, a large breakfast bar, a second prep sink in the island, and a pot filler for added convenience. Rounded walls throughout the main level add architectural interest and a bespoke touch rarely seen in today's builds. French doors lead to an oversized deck overlooking the backyard, while a spiral staircase ascends to the rooftop deck, creating a fluid connection between all levels of outdoor living. The primary suite is a private retreat with a spa-inspired bath featuring a deep soaking tub, stand-alone double-head shower, dual vanities, and a makeup station. Four additional bedrooms and 3.5 beautifully designed baths provide flexibility for family, guests, or a home office. The finished lower level expands the living space with a generous family room, perfect for game nights or casual gatherings, plus a multi-tiered theater room for movie lovers. Step outside to experience multi-level, custom-designed landscaping with brick pavers and a rare party door leading to the spacious 3-car garage. From backyard gatherings to rooftop soirees, this home was designed for both comfort and celebration. Location is everything-and here, you're just steps from the pedestrian walk bridge to the lakefront. Enjoy beaches, bike paths, and jogging trails right outside your door. Whether it's sunrise runs along the water, afternoons at the park, or sunset rooftop gatherings, this home offers the perfect setting to enjoy Chicago's lakefront lifestyle. Homes with this level of craftsmanship, space, and location rarely come to market. Schedule your private showing today and make this North Kenwood lakefront treasure your own. The seller is willing to consider backup offers.

5 Beds ⋅ 4 Baths ⋅ 12443731 MLS

North Kenwood Luxury - 5BR, 3.5BA, Rooftop Deck with City & Lake Views, 1 Block to Lake Michigan + Rare 3-Car Garage! Discover modern luxury in this stunning all-brick, 5-bedroom, 3.5-bath transitional-style home in Chicago's sought-after North Kenwood neighborhood, just one block from Lake Michigan. Featuring a private rooftop deck with panoramic skyline and lake views, this residence offers an unmatched blend of timeless craftsmanship, contemporary design, and an unbeatable location. From the moment you arrive, the gated, landscaped front courtyard welcomes you with elegance and privacy. A custom 8' mahogany entry door opens to a bright, open-concept main level with oversized windows, gleaming hardwood floors, and seamless living and dining spaces-perfect for both entertaining and relaxed everyday living. The chef's kitchen is a true showpiece, showcasing a custom granite slab, premium appliances, abundant custom cabinetry, a large breakfast bar, a second prep sink in the island, and a pot filler for added convenience. Rounded walls throughout the main level add architectural interest and a bespoke touch rarely seen in today's builds. French doors lead to an oversized deck overlooking the backyard, while a spiral staircase ascends to the rooftop deck, creating a fluid connection between all levels of outdoor living. The primary suite is a private retreat with a spa-inspired bath featuring a deep soaking tub, stand-alone double-head shower, dual vanities, and a makeup station. Four additional bedrooms and 3.5 beautifully designed baths provide flexibility for family, guests, or a home office. The finished lower level expands the living space with a generous family room, perfect for game nights or casual gatherings, plus a multi-tiered theater room for movie lovers. Step outside to experience multi-level, custom-designed landscaping with brick pavers and a rare party door leading to the spacious 3-car garage. From backyard gatherings to rooftop soirees, this home was designed for both comfort and celebration. Location is everything-and here, you're just steps from the pedestrian walk bridge to the lakefront. Enjoy beaches, bike paths, and jogging trails right outside your door. Whether it's sunrise runs along the water, afternoons at the park, or sunset rooftop gatherings, this home offers the perfect setting to enjoy Chicago's lakefront lifestyle. Homes with this level of craftsmanship, space, and location rarely come to market. Schedule your private showing today and make this North Kenwood lakefront treasure your own. The seller is willing to consider backup offers.

4532 S Oakenwald Avenue, Chicago

$755,000

Welcome home to this stunning newer construction 4BD/3.5BA luxury home, with the possibility of a 5th bedroom featuring top-tier craftsmanship and high-end finishes throughout. Enjoy a custom gourmet kitchen with quartz countertops, island, and premium SS appliances. Wide-plank hardwood floors, large windows, and custom millwork create a bright, modern feel with lots of natural light. The spacious primary suite offers a spa bath, jumbo walk-in closet, soaking tub, and glass shower with a double vanity. Lower level includes a rec room with wet bar, guest suite, full bath, and laundry. Dual-zone HVAC, surround sound, prewired security with cameras, and 2 rooftop decks-one ready for build-out. 2-car garage. NO MONTHLY ASSESSMENT!. TAXES WILL BE LOWER once homeowner exemption is applied. Prime location just 1 block from Lake Michigan and new 43rd St. bridge! Minutes to downtown, Hyde Park, U of C, and IIT. Schedule your private tour today!

4 Beds ⋅ 4 Baths ⋅ 12481147 MLS

Welcome home to this stunning newer construction 4BD/3.5BA luxury home, with the possibility of a 5th bedroom featuring top-tier craftsmanship and high-end finishes throughout. Enjoy a custom gourmet kitchen with quartz countertops, island, and premium SS appliances. Wide-plank hardwood floors, large windows, and custom millwork create a bright, modern feel with lots of natural light. The spacious primary suite offers a spa bath, jumbo walk-in closet, soaking tub, and glass shower with a double vanity. Lower level includes a rec room with wet bar, guest suite, full bath, and laundry. Dual-zone HVAC, surround sound, prewired security with cameras, and 2 rooftop decks-one ready for build-out. 2-car garage. NO MONTHLY ASSESSMENT!. TAXES WILL BE LOWER once homeowner exemption is applied. Prime location just 1 block from Lake Michigan and new 43rd St. bridge! Minutes to downtown, Hyde Park, U of C, and IIT. Schedule your private tour today!

1015 E 43Rd Street, Chicago

$577,000

Experience luxury living in the heart of Kenwood. This expansive 5-bedroom, 3-bath duplex offers the space and comfort of a single-family home, blending modern design with thoughtful craftsmanship and high-end finishes throughout. Step inside to an open-concept main level featuring rich hardwood floors and floor-to-ceiling windows that flood the home with natural light. The chef's kitchen is a true showpiece, highlighted by a waterfall quartz island, premium stainless steel appliances, 42" soft-close cabinetry with frosted glass accents, and a sleek glass tile backsplash-perfect for both entertaining and everyday living. The main level includes three spacious bedrooms, while the lower level offers two additional bedrooms and a generous family room with a modern electric fireplace, custom built-ins, a wet bar, and a wine fridge. The bathrooms showcase designer details, with the primary bath offering a spa-like retreat featuring a floating vanity, rain shower, body sprays, and elegant marble tile. The primary suite also includes recessed lighting, decorative sconces, a statement chandelier, and abundant closet space. Additional highlights include ample storage, garage parking, and access to a shared rooftop deck with breathtaking views of Lake Michigan and the downtown skyline. Set within a fully gated building, this home is steps from the lakefront, parks, shops, and dining-offering a rare opportunity to live in one of Chicago's most historic and picturesque neighborhoods. With quick access to Lake Shore Drive, Metra, and CTA express buses, downtown Chicago is just 20 minutes away-combining luxury, space, and convenience in one exceptional home.

5 Beds ⋅ 3 Baths ⋅ 12531621 MLS

Experience luxury living in the heart of Kenwood. This expansive 5-bedroom, 3-bath duplex offers the space and comfort of a single-family home, blending modern design with thoughtful craftsmanship and high-end finishes throughout. Step inside to an open-concept main level featuring rich hardwood floors and floor-to-ceiling windows that flood the home with natural light. The chef's kitchen is a true showpiece, highlighted by a waterfall quartz island, premium stainless steel appliances, 42" soft-close cabinetry with frosted glass accents, and a sleek glass tile backsplash-perfect for both entertaining and everyday living. The main level includes three spacious bedrooms, while the lower level offers two additional bedrooms and a generous family room with a modern electric fireplace, custom built-ins, a wet bar, and a wine fridge. The bathrooms showcase designer details, with the primary bath offering a spa-like retreat featuring a floating vanity, rain shower, body sprays, and elegant marble tile. The primary suite also includes recessed lighting, decorative sconces, a statement chandelier, and abundant closet space. Additional highlights include ample storage, garage parking, and access to a shared rooftop deck with breathtaking views of Lake Michigan and the downtown skyline. Set within a fully gated building, this home is steps from the lakefront, parks, shops, and dining-offering a rare opportunity to live in one of Chicago's most historic and picturesque neighborhoods. With quick access to Lake Shore Drive, Metra, and CTA express buses, downtown Chicago is just 20 minutes away-combining luxury, space, and convenience in one exceptional home.

1221 E 46Th Street Unit #1, Chicago

$567,500

2 Beds ⋅ 3 Baths ⋅ 12627250 MLS

1207 E 44Th Place, Chicago

4350 S Oakenwald Avenue Unit #3, Chicago

$555,000

Penthouse living, private 700sf rooftop deck with stunning 360 views on one of Kenwood's most iconic streets. This 3 bed 2bath stunner boasts 11' ceilings, floor-to-ceiling windows, hardwood floors. Spacious open concept living/dining rooms include custom built ins, and fire place for extremely versatile living. Entertain guests with confidence in the chef's kitchen w/ Bosch SS appliances, quartz counters, extra large waterfall island, & custom cabinetry. Luxe primary suite w/ dual vanities, glass shower & walk-in closet and private balcony. Pre-wired for sound, security & internet. 1 garage space included, permit street parking. Easy access to LSD and the lakefront.

3 Beds ⋅ 2 Baths ⋅ 12458688 MLS

Penthouse living, private 700sf rooftop deck with stunning 360 views on one of Kenwood's most iconic streets. This 3 bed 2bath stunner boasts 11' ceilings, floor-to-ceiling windows, hardwood floors. Spacious open concept living/dining rooms include custom built ins, and fire place for extremely versatile living. Entertain guests with confidence in the chef's kitchen w/ Bosch SS appliances, quartz counters, extra large waterfall island, & custom cabinetry. Luxe primary suite w/ dual vanities, glass shower & walk-in closet and private balcony. Pre-wired for sound, security & internet. 1 garage space included, permit street parking. Easy access to LSD and the lakefront.

4350 S Oakenwald Avenue Unit #3, Chicago

4647 S Lake Park Avenue Unit #D, Chicago

$535,000

Spacious, homey, and filled with natural light, this Kenwood townhouse checks all the boxes: 4 bedrooms, 3.5 baths, *attached 2-car garage,* and a gigantic *private roof deck* that's all yours for outdoor dining, relaxing, stargazing, and firework-watching. A rarely-available unit in a gated community, this home provides both the convenience of being on the Lakefront - Metra and buses downtown, Lake Shore Drive, shopping & dining, and the Lakefront Trail are all just around the corner - with the privacy and seclusion of an off-street entrance. The ground-level bedroom with its own en suite full bath is perfect for guests and/or working from home. Full-size laundry is conveniently located right off the kitchen. Upstairs you have 3 bedrooms all on one level, with both a full bath for the secondary bedrooms and a primary en suite. This home has *three private outdoor spaces*: a fenced front yard, balcony right off the kitchen, and that huge roof deck. The front yard is yours to enjoy, with maintenance assistance from the HOA - the best of both worlds!

4 Beds ⋅ 4 Baths ⋅ 12572073 MLS

Spacious, homey, and filled with natural light, this Kenwood townhouse checks all the boxes: 4 bedrooms, 3.5 baths, *attached 2-car garage,* and a gigantic *private roof deck* that's all yours for outdoor dining, relaxing, stargazing, and firework-watching. A rarely-available unit in a gated community, this home provides both the convenience of being on the Lakefront - Metra and buses downtown, Lake Shore Drive, shopping & dining, and the Lakefront Trail are all just around the corner - with the privacy and seclusion of an off-street entrance. The ground-level bedroom with its own en suite full bath is perfect for guests and/or working from home. Full-size laundry is conveniently located right off the kitchen. Upstairs you have 3 bedrooms all on one level, with both a full bath for the secondary bedrooms and a primary en suite. This home has *three private outdoor spaces*: a fenced front yard, balcony right off the kitchen, and that huge roof deck. The front yard is yours to enjoy, with maintenance assistance from the HOA - the best of both worlds!

4647 S Lake Park Avenue Unit #D, Chicago

4355 S Lake Park Avenue Unit #2N, Chicago

$527,500

Welcome to The Windsor, an exceptional duplex-up penthouse residence in the heart of North Kenwood offering approximately 2,600 square feet of sophisticated living space. This expansive 3-bedroom plus loft (optional 4th bedroom), 3.5-bath home combines elegant design, modern finishes, and breathtaking city and lake views. The main living area showcases rich hardwood flooring, crown molding, custom wainscoting, designer lighting, and an open-concept layout ideal for entertaining. The chef's kitchen features illuminated 54-inch glass cabinetry, granite countertops, a breakfast bar, built-in pantry, and high-end stainless steel appliances. Designed for comfort and luxury, the home offers two spacious primary suites, each with spa-inspired ensuite bathrooms featuring heated floors, dual vanities, body-spray rain showers, and generous walk-in closets. The fourth bedroom has been thoughtfully converted into a loft with a skylight, creating a flexible space ideal for a home office, media room, or guest accommodations. Additional features include in-unit laundry, wired sound throughout, abundant storage, garage parking, and a new hot water tank installed in 2026. Outdoor living is unmatched with four private terraces, newly stained and sealed in 2026, plus access to a spectacular rooftop sundeck showcasing panoramic views of Lake Michigan and the Chicago skyline. Perfectly situated just steps from the 43rd Street pedestrian bridge providing direct lakefront access, this home is moments from Mariano's, Metra, shopping, restaurants, Lake Shore Drive, Oakwood Beach, and all that Hyde Park and the South Lakefront have to offer. Experience luxury penthouse living with the space, style, and location rarely found in today's market.

3 Beds ⋅ 4 Baths ⋅ 12668198 MLS

Welcome to The Windsor, an exceptional duplex-up penthouse residence in the heart of North Kenwood offering approximately 2,600 square feet of sophisticated living space. This expansive 3-bedroom plus loft (optional 4th bedroom), 3.5-bath home combines elegant design, modern finishes, and breathtaking city and lake views. The main living area showcases rich hardwood flooring, crown molding, custom wainscoting, designer lighting, and an open-concept layout ideal for entertaining. The chef's kitchen features illuminated 54-inch glass cabinetry, granite countertops, a breakfast bar, built-in pantry, and high-end stainless steel appliances. Designed for comfort and luxury, the home offers two spacious primary suites, each with spa-inspired ensuite bathrooms featuring heated floors, dual vanities, body-spray rain showers, and generous walk-in closets. The fourth bedroom has been thoughtfully converted into a loft with a skylight, creating a flexible space ideal for a home office, media room, or guest accommodations. Additional features include in-unit laundry, wired sound throughout, abundant storage, garage parking, and a new hot water tank installed in 2026. Outdoor living is unmatched with four private terraces, newly stained and sealed in 2026, plus access to a spectacular rooftop sundeck showcasing panoramic views of Lake Michigan and the Chicago skyline. Perfectly situated just steps from the 43rd Street pedestrian bridge providing direct lakefront access, this home is moments from Mariano's, Metra, shopping, restaurants, Lake Shore Drive, Oakwood Beach, and all that Hyde Park and the South Lakefront have to offer. Experience luxury penthouse living with the space, style, and location rarely found in today's market.

4355 S Lake Park Avenue Unit #2N, Chicago

$525,000

CASH ONLY. Priced under market. Building and leases as-is. 3-Unit Greystone building on sought after Oakenwald Ave. in North Kenwood by the lake. Units are wide, sits lot-line to lot-line at 25x133. All units have tall ceilings, great light, superior living and/or dining spaces, extra-large bedrooms, and a deck off the kitchen. Each unit is individually gas heated, and central air. Rehabbed closer to 2000 it's in good condition, and has been well-maintained. The most recent improvements in 2023 - a new kitchen in Unit 2, including new flooring, cabinets, countertops, and appliances. A complete list of building updates can be provided. Unit 1 is a 3 bed/2 bath duplex down, Unit 2 is a 3 bed/1 bath simplex, and Unit 3 is a 3 bed/1 bath simplex. Shared coin laundry room. Located on the East side of Oakenwald Ave, it is landlocked, no parking. Great opportunity in wonderful location by Lake Shore Drive, Lakefront Trails, Metra/CTA, shops, pharmacy, Whole Foods and so much more! Building and leases as-is. Priced under market. CASH ONLY.

9 Beds ⋅ 4 Baths ⋅ 12531393 MLS

CASH ONLY. Priced under market. Building and leases as-is. 3-Unit Greystone building on sought after Oakenwald Ave. in North Kenwood by the lake. Units are wide, sits lot-line to lot-line at 25x133. All units have tall ceilings, great light, superior living and/or dining spaces, extra-large bedrooms, and a deck off the kitchen. Each unit is individually gas heated, and central air. Rehabbed closer to 2000 it's in good condition, and has been well-maintained. The most recent improvements in 2023 - a new kitchen in Unit 2, including new flooring, cabinets, countertops, and appliances. A complete list of building updates can be provided. Unit 1 is a 3 bed/2 bath duplex down, Unit 2 is a 3 bed/1 bath simplex, and Unit 3 is a 3 bed/1 bath simplex. Shared coin laundry room. Located on the East side of Oakenwald Ave, it is landlocked, no parking. Great opportunity in wonderful location by Lake Shore Drive, Lakefront Trails, Metra/CTA, shops, pharmacy, Whole Foods and so much more! Building and leases as-is. Priced under market. CASH ONLY.

4457 S Oakenwald Avenue, Chicago

$500,000

3 Beds ⋅ 4 Baths ⋅ 12565360 MLS

1151 E 46Th Street, Chicago

4530 S Woodlawn Avenue Unit #101, Chicago

$499,000

This expansive three-story end-unit townhome offers the perfect blend of space, comfort, and style-all set within a serene, park-like setting that feels suburban yet remains close to everything. As you approach the home, you are greeted with your own gated landscaped patio that lead you to your home. The highlights are its own private entrance and an attached two-car garage, 4 bedrooms, 3 full bathrooms, and three inviting outdoor spaces. Step into the private foyer and discover a versatile first-floor room with its own full bathroom-ideal as a guest suite, home office, or den. The second floor opens into a sun-drenched great room, where curved windows, a cozy fireplace, and an airy layout create a warm, welcoming space. The spacious kitchen offers ample cabinetry, granite countertops, stainless steel appliances, and room for a breakfast table. From here, step out onto a generous balcony-perfect for indoor/outdoor entertaining. Upstairs, a skylight brightens the staircase and hallway, leading to three more bedrooms, two full baths, and a convenient laundry room. The highlight is the oversized primary suite, complete with vaulted ceilings, double closets, a large private ensuite, and a private balcony with stunning views of the Chicago skyline-ideal for morning coffee or unwinding at sunset. Just a short walk to the lakefront, Metra, Hyde Park shops and restaurants, and the University of Chicago, this home truly has it all. Welcome home.

4 Beds ⋅ 3 Baths ⋅ 12488060 MLS

This expansive three-story end-unit townhome offers the perfect blend of space, comfort, and style-all set within a serene, park-like setting that feels suburban yet remains close to everything. As you approach the home, you are greeted with your own gated landscaped patio that lead you to your home. The highlights are its own private entrance and an attached two-car garage, 4 bedrooms, 3 full bathrooms, and three inviting outdoor spaces. Step into the private foyer and discover a versatile first-floor room with its own full bathroom-ideal as a guest suite, home office, or den. The second floor opens into a sun-drenched great room, where curved windows, a cozy fireplace, and an airy layout create a warm, welcoming space. The spacious kitchen offers ample cabinetry, granite countertops, stainless steel appliances, and room for a breakfast table. From here, step out onto a generous balcony-perfect for indoor/outdoor entertaining. Upstairs, a skylight brightens the staircase and hallway, leading to three more bedrooms, two full baths, and a convenient laundry room. The highlight is the oversized primary suite, complete with vaulted ceilings, double closets, a large private ensuite, and a private balcony with stunning views of the Chicago skyline-ideal for morning coffee or unwinding at sunset. Just a short walk to the lakefront, Metra, Hyde Park shops and restaurants, and the University of Chicago, this home truly has it all. Welcome home.

4530 S Woodlawn Avenue Unit #101, Chicago

$475,000

***MULTIPLE OFFER RECEIVED. HIGHEST & BEST OFFERS DUE BY 5 PM 10/30/25***An exceptional opportunity awaits with this stunning three-unit Greystone in the highly sought-after North Kenwood community. Offering 4,536 square feet above grade, plus a duplex-down basement with exterior access, this property is brimming with potential. Much of the renovation work has already begun and ready for your finishing touches to unlock its full equity potential. The first-floor unit is a duplex down to the lower level, with a grand, open-concept kitchen and living room at the rear of the unit two bedrooms and two bathrooms above grade and the lower level features an additional two bedrooms, one bathroom plus verstiale living space. The second-floor unit features three bedrooms and two bathrooms with the same open-concept kitchen and living area in the rear, while the third-floor unit showcases an impressive open layout with soaring ceilings, three more bedrooms, and two bathrooms. The stately Greystone facade exudes historic charm, while the legal three-unit zoning provides flexibility for both investment or owner-occupancy. North Kenwood, a community rich in history and culture, offers more than just a place to live. Ideally located near Hyde Park, the University of Chicago, world-class museums, Lake Shore Drive, Lake Michigan, beaches, parks, bike paths, retail, and dining, this property sits in one of the most coveted areas on the near South Side. With its prime location, historic character, and endless potential, this Greystone is a rare find-don't miss your chance to make it your own.

10 Beds ⋅ 7 Baths ⋅ 12314844 MLS

***MULTIPLE OFFER RECEIVED. HIGHEST & BEST OFFERS DUE BY 5 PM 10/30/25***An exceptional opportunity awaits with this stunning three-unit Greystone in the highly sought-after North Kenwood community. Offering 4,536 square feet above grade, plus a duplex-down basement with exterior access, this property is brimming with potential. Much of the renovation work has already begun and ready for your finishing touches to unlock its full equity potential. The first-floor unit is a duplex down to the lower level, with a grand, open-concept kitchen and living room at the rear of the unit two bedrooms and two bathrooms above grade and the lower level features an additional two bedrooms, one bathroom plus verstiale living space. The second-floor unit features three bedrooms and two bathrooms with the same open-concept kitchen and living area in the rear, while the third-floor unit showcases an impressive open layout with soaring ceilings, three more bedrooms, and two bathrooms. The stately Greystone facade exudes historic charm, while the legal three-unit zoning provides flexibility for both investment or owner-occupancy. North Kenwood, a community rich in history and culture, offers more than just a place to live. Ideally located near Hyde Park, the University of Chicago, world-class museums, Lake Shore Drive, Lake Michigan, beaches, parks, bike paths, retail, and dining, this property sits in one of the most coveted areas on the near South Side. With its prime location, historic character, and endless potential, this Greystone is a rare find-don't miss your chance to make it your own.

4314 S Berkeley Avenue, Chicago

$450,000

Great opportunity to live on Berkeley Ave.Bring your contractors and make an offer! One of the most lovely historic streets in North Kenwood conveniently located within just blocks from the lake, Du Sable LSD & interstate. The property has been updated over the years however still maintains many of the original details through out the home. Some of the wonderful vintage details & craftsmanship include hardwood floors throughout, two fireplaces, original tall wood windows to let in an abundance of natural light and dramatically high ceilings. This architecturally beautiful grey stone row house with landmark status also features 4 bedrooms and 3 bathrooms. Some of the past updates include the kitchen and the first & second floor bathrooms. The walkout basement is awaiting your vision and remodeling ideas to allow for use of this spacious living space. This home has amazing potential for builders with the high interest in the area for move in ready homes that still have kept the vintage charm and also great opportunity for buyers with vision and appreciation for well preserved vintage details that would like to update at their own pace as well! Sold as-is

4 Beds ⋅ 3 Baths ⋅ 12540000 MLS

Great opportunity to live on Berkeley Ave.Bring your contractors and make an offer! One of the most lovely historic streets in North Kenwood conveniently located within just blocks from the lake, Du Sable LSD & interstate. The property has been updated over the years however still maintains many of the original details through out the home. Some of the wonderful vintage details & craftsmanship include hardwood floors throughout, two fireplaces, original tall wood windows to let in an abundance of natural light and dramatically high ceilings. This architecturally beautiful grey stone row house with landmark status also features 4 bedrooms and 3 bathrooms. Some of the past updates include the kitchen and the first & second floor bathrooms. The walkout basement is awaiting your vision and remodeling ideas to allow for use of this spacious living space. This home has amazing potential for builders with the high interest in the area for move in ready homes that still have kept the vintage charm and also great opportunity for buyers with vision and appreciation for well preserved vintage details that would like to update at their own pace as well! Sold as-is

4444 S Berkeley Avenue, Chicago

4510 S Greenwood Avenue Unit #2, Chicago

$395,000

Hello Historic Kenwood - Discover this spacious 3-bedroom, 2-bath condominium in Kenwood, recently updated, in a beautifully managed and maintained building, and ready for you. The home opens to a large living and dining area, perfect for entertaining. It features hardwood floors throughout, a gas start/wood-burning fireplace, and bay windows that bring in plenty of natural light. The tall 9-foot ceilings add to the openness of the space, allowing for ample room for furniture and a large dining table. The kitchen features white cabinetry, modern stainless steel appliances, and sleek granite countertops, along with a center island and space for a breakfast table. The primary bedroom includes custom Elfa closets for optimal organization, and the master bathroom boasts a soaking tub, double vanity, and a glass-enclosed shower. Recent upgrades also include new windows, furnace, and AC, ensuring comfort and peace of mind. The unit comes with assigned parking in a secure, gated area behind the building, as well as additional storage space. Location is key. You are within walking distance of everything we love about the 53rd St Hyde Park commercial corridor. You're just two blocks from the bridge to the lake, making it ideal for walks, biking, or picnics on the water with skyline views. Brooks Park is just half a block away, and you're only a half-mile from the Metra to downtown. This condo is more than just a home; it's a lifestyle waiting for you.

3 Beds ⋅ 2 Baths ⋅ 12575603 MLS

Hello Historic Kenwood - Discover this spacious 3-bedroom, 2-bath condominium in Kenwood, recently updated, in a beautifully managed and maintained building, and ready for you. The home opens to a large living and dining area, perfect for entertaining. It features hardwood floors throughout, a gas start/wood-burning fireplace, and bay windows that bring in plenty of natural light. The tall 9-foot ceilings add to the openness of the space, allowing for ample room for furniture and a large dining table. The kitchen features white cabinetry, modern stainless steel appliances, and sleek granite countertops, along with a center island and space for a breakfast table. The primary bedroom includes custom Elfa closets for optimal organization, and the master bathroom boasts a soaking tub, double vanity, and a glass-enclosed shower. Recent upgrades also include new windows, furnace, and AC, ensuring comfort and peace of mind. The unit comes with assigned parking in a secure, gated area behind the building, as well as additional storage space. Location is key. You are within walking distance of everything we love about the 53rd St Hyde Park commercial corridor. You're just two blocks from the bridge to the lake, making it ideal for walks, biking, or picnics on the water with skyline views. Brooks Park is just half a block away, and you're only a half-mile from the Metra to downtown. This condo is more than just a home; it's a lifestyle waiting for you.

4510 S Greenwood Avenue Unit #2, Chicago

4452 S University Avenue Unit #1S, Chicago

$380,000

Welcome home to this sun-filled 3 bed / 2.1 bath duplex-down in high sought-after North Kenwood. This oversized corner unit lives like a single-family home with 1,572 sqft of bright, open-concept space, tall windows, and beautiful hardwood floors. The main level features a living/dining area, updated kitchen with large cabinets, durable counters, stainless steel appliances. The serene primary suite offers great closet space and a spa-inspired bath with double vanities, separate shower, and soaking tub. The lower level includes two bedrooms, a second full bath, a stylish media/family room, and in-unit laundry with newer Samsung appliances. Enjoy a nice sized deck for relaxing or entertaining plus deeded garage parking INCLUDED. Located a few blocks from Lake Michigan and minutes from Mandrake Park, IIT, the 43rd Street corridor, Hyde Park, and Bronzeville's best dining and culture. Bright, spacious, updated, and move-in ready - this is North Kenwood living at its finest.

3 Beds ⋅ 3 Baths ⋅ 12561691 MLS

Welcome home to this sun-filled 3 bed / 2.1 bath duplex-down in high sought-after North Kenwood. This oversized corner unit lives like a single-family home with 1,572 sqft of bright, open-concept space, tall windows, and beautiful hardwood floors. The main level features a living/dining area, updated kitchen with large cabinets, durable counters, stainless steel appliances. The serene primary suite offers great closet space and a spa-inspired bath with double vanities, separate shower, and soaking tub. The lower level includes two bedrooms, a second full bath, a stylish media/family room, and in-unit laundry with newer Samsung appliances. Enjoy a nice sized deck for relaxing or entertaining plus deeded garage parking INCLUDED. Located a few blocks from Lake Michigan and minutes from Mandrake Park, IIT, the 43rd Street corridor, Hyde Park, and Bronzeville's best dining and culture. Bright, spacious, updated, and move-in ready - this is North Kenwood living at its finest.

4452 S University Avenue Unit #1S, Chicago

$375,000

Set in a beautifully preserved 1896 building in the heart of Kenwood, this raised first-floor 3 bed, 2 bath condo offers over 1,800 square feet of thoughtfully updated living-all on one level. The oversized open-concept kitchen, living, and dining area is the true centerpiece. South-facing windows flood the space with natural light, highlighting the high ceilings, fireplace and surrounding built-ins, and generous proportions. There's room for a large dining table, a full living room setup, an additional seating area, and still extra flex space for a home office, play area, or cozy reading nook. Down the hall - and set away from the main living space - are the home's 3 bedrooms. The primary suite has an updated en-suite bathroom and a large walk-in closet, and the other two bedrooms are spacious with generous closets. Out back, a private deck extends your living space outdoors, with a secure gated parking spot just beyond for effortless day-to-day convenience. Other features include a walk-in pantry, side-by-side laundry (with extra storage), central heat and air, and an additional storage room in the basement. And the location delivers. You're moments from Lake Shore Drive for a quick commute, walkable to the lakefront and beach, and close to both Washington Park and Jackson Park-home to the Obama Presidential Center. Classic Kenwood architecture, green space, the lake, and modern updates-all wrapped into one expansive, move-in-ready home.

3 Beds ⋅ 2 Baths ⋅ 12633152 MLS

Set in a beautifully preserved 1896 building in the heart of Kenwood, this raised first-floor 3 bed, 2 bath condo offers over 1,800 square feet of thoughtfully updated living-all on one level. The oversized open-concept kitchen, living, and dining area is the true centerpiece. South-facing windows flood the space with natural light, highlighting the high ceilings, fireplace and surrounding built-ins, and generous proportions. There's room for a large dining table, a full living room setup, an additional seating area, and still extra flex space for a home office, play area, or cozy reading nook. Down the hall - and set away from the main living space - are the home's 3 bedrooms. The primary suite has an updated en-suite bathroom and a large walk-in closet, and the other two bedrooms are spacious with generous closets. Out back, a private deck extends your living space outdoors, with a secure gated parking spot just beyond for effortless day-to-day convenience. Other features include a walk-in pantry, side-by-side laundry (with extra storage), central heat and air, and an additional storage room in the basement. And the location delivers. You're moments from Lake Shore Drive for a quick commute, walkable to the lakefront and beach, and close to both Washington Park and Jackson Park-home to the Obama Presidential Center. Classic Kenwood architecture, green space, the lake, and modern updates-all wrapped into one expansive, move-in-ready home.

1034 E 47Th Street Unit #1W, Chicago

$339,000

Welcome to this stunning Kenwood park-side condo, where space, comfort, and location come together beautifully. This expansive second-floor 3-bedroom, 2-bath home offers the rare advantage of two parking spaces-one garage and one exterior-in a private gated lot. Inside, the generous primary suite features a spa-inspired bath with dual sinks, soaking tub, and separate shower. Hardwood floors, exposed brick, granite countertops, stainless steel appliances, full-sized front-loading washer dryer, and a cozy electric fireplace create warmth and character throughout. A sun-drenched music/sunroom provides the perfect retreat for morning coffee or evening relaxation. Enjoy exceptional storage with custom-organized closets and a private storage room. Step out to your oversized private deck-ideal for entertaining or quiet evenings outdoors. Minutes from the lakefront, University of Chicago, museums, dining, public transit, and even pickleball-this is city living at its best. Schedule your private showing today.

3 Beds ⋅ 2 Baths ⋅ 12562359 MLS

Welcome to this stunning Kenwood park-side condo, where space, comfort, and location come together beautifully. This expansive second-floor 3-bedroom, 2-bath home offers the rare advantage of two parking spaces-one garage and one exterior-in a private gated lot. Inside, the generous primary suite features a spa-inspired bath with dual sinks, soaking tub, and separate shower. Hardwood floors, exposed brick, granite countertops, stainless steel appliances, full-sized front-loading washer dryer, and a cozy electric fireplace create warmth and character throughout. A sun-drenched music/sunroom provides the perfect retreat for morning coffee or evening relaxation. Enjoy exceptional storage with custom-organized closets and a private storage room. Step out to your oversized private deck-ideal for entertaining or quiet evenings outdoors. Minutes from the lakefront, University of Chicago, museums, dining, public transit, and even pickleball-this is city living at its best. Schedule your private showing today.

1024 E 46Th Street Unit #2W, Chicago

$332,000

-HUGE DRAMATIC DUPLEX W/GARAGE PARKING. Hardwood floors and high ceilings! 3 BR plus family/media room. Granite, stainless steel appliances and beautiful cabinets in the kitchen. 6' whirlpool tub, deck and patio. Two floors of spacious living! Double sound insulation and truly solid craftsmanship. May need some TLC but great home in great location. ALLOWED TO RENT PROPERTY

3 Beds ⋅ 3 Baths ⋅ 12609217 MLS

-HUGE DRAMATIC DUPLEX W/GARAGE PARKING. Hardwood floors and high ceilings! 3 BR plus family/media room. Granite, stainless steel appliances and beautiful cabinets in the kitchen. 6' whirlpool tub, deck and patio. Two floors of spacious living! Double sound insulation and truly solid craftsmanship. May need some TLC but great home in great location. ALLOWED TO RENT PROPERTY

4453 S Berkeley Avenue Unit #1, Chicago

4552 S Oakenwald Avenue Unit #3N, Chicago

$325,000

Located on a highly desirable, well-established block in North Kenwood known for its pride of ownership and active community presence, this home offers convenient access to the lakefront, parks, trails, shopping, dining, and public transit. Stately and exceptionally spacious, this 2-bedroom condominium blends classic vintage character with thoughtful modern updates. The expansive floor plan-rarely found in a two-bedroom residence, offers multiple living areas, including a bonus family room adjacent to the kitchen and dining space, along with a versatile nook off the living room ideal for a home office, reading area, or workout space. Oversized double-pane bay windows and soaring 10-foot ceilings fill the home with natural light, creating a bright and airy atmosphere throughout. Recently refinished hardwood floors, updated lighting, and carefully selected improvements enhance the warm, inviting interior. The main living and dining areas provide flexibility for everyday living, entertaining, or work-from-home needs, while a decorative fireplace and east-facing bay windows add timeless character. The open kitchen is designed for both functionality and flow, seamlessly connecting to the dining and family room areas. Features include honed quartz countertops, stainless steel appliances, refreshed upper cabinetry, and a water filtration system. Just beyond, a private balcony offers the perfect setting for relaxing, grilling, or enjoying the surrounding cityscape. Both bedrooms are generously sized and feature large bay windows, custom Elfa closet systems, and ample storage. Additional storage throughout the home, along with dedicated basement storage, supports organized and convenient living. Window treatments, including blinds and curtain rods, were added throughout most of the home in 2022. In addition to its aesthetic appeal, the home has been thoughtfully maintained with meaningful updates, including a full HVAC system replacement (furnace and air conditioning) in 2025-providing long-term comfort and efficiency. The well-maintained building was modernized during its early-2000s condominium conversion and includes gated, secured parking, with additional street parking readily available. Ideally positioned near the 43rd Street lakefront access point, the home offers convenient access to outdoor recreation, shopping, dining, public transit, Lake Shore Drive, and nearby neighborhood amenities. A rare opportunity to own a spacious, character-rich home with exceptional functionality and modern updates in North Kenwood.

2 Beds ⋅ 2 Baths ⋅ 12592390 MLS

Located on a highly desirable, well-established block in North Kenwood known for its pride of ownership and active community presence, this home offers convenient access to the lakefront, parks, trails, shopping, dining, and public transit. Stately and exceptionally spacious, this 2-bedroom condominium blends classic vintage character with thoughtful modern updates. The expansive floor plan-rarely found in a two-bedroom residence, offers multiple living areas, including a bonus family room adjacent to the kitchen and dining space, along with a versatile nook off the living room ideal for a home office, reading area, or workout space. Oversized double-pane bay windows and soaring 10-foot ceilings fill the home with natural light, creating a bright and airy atmosphere throughout. Recently refinished hardwood floors, updated lighting, and carefully selected improvements enhance the warm, inviting interior. The main living and dining areas provide flexibility for everyday living, entertaining, or work-from-home needs, while a decorative fireplace and east-facing bay windows add timeless character. The open kitchen is designed for both functionality and flow, seamlessly connecting to the dining and family room areas. Features include honed quartz countertops, stainless steel appliances, refreshed upper cabinetry, and a water filtration system. Just beyond, a private balcony offers the perfect setting for relaxing, grilling, or enjoying the surrounding cityscape. Both bedrooms are generously sized and feature large bay windows, custom Elfa closet systems, and ample storage. Additional storage throughout the home, along with dedicated basement storage, supports organized and convenient living. Window treatments, including blinds and curtain rods, were added throughout most of the home in 2022. In addition to its aesthetic appeal, the home has been thoughtfully maintained with meaningful updates, including a full HVAC system replacement (furnace and air conditioning) in 2025-providing long-term comfort and efficiency. The well-maintained building was modernized during its early-2000s condominium conversion and includes gated, secured parking, with additional street parking readily available. Ideally positioned near the 43rd Street lakefront access point, the home offers convenient access to outdoor recreation, shopping, dining, public transit, Lake Shore Drive, and nearby neighborhood amenities. A rare opportunity to own a spacious, character-rich home with exceptional functionality and modern updates in North Kenwood.

4552 S Oakenwald Avenue Unit #3N, Chicago

4507 S Lake Park Avenue Unit #3S, Chicago

$325,000

3 Beds ⋅ 2 Baths ⋅ 12492515 MLS

4507 S Lake Park Avenue Unit #3S, Chicago

$315,000

Beautifully Maintained Corner Duplex-Down in Kenwood! This spacious 3BR, 2.1BA condo showcases an impressive open floor plan with brand new hardwood floors, soaring ceilings, and abundant natural light. The lower level features bedrooms with brand new carpet, and a newly rehabbed bath with ceilings so high they'll surprise you. The sunny living and dining room with fireplace creates the perfect setting for both relaxing and entertaining. A chef's kitchen highlights a quartz center island, stainless steel appliances, and brand new 42" cabinets. The primary suite offers a whirlpool tub, double vanity, and separate shower. Additional amenities include in-unit laundry and a 1-car garage. Directly across from a picturesque park, enjoy serene green views from your front room all summer long. Nestled among elegant homes and manicured gardens, this Kenwood condo provides the ideal balance of suburban tranquility and city convenience-a true Hyde Park gem!

3 Beds ⋅ 3 Baths ⋅ 12472735 MLS

Beautifully Maintained Corner Duplex-Down in Kenwood! This spacious 3BR, 2.1BA condo showcases an impressive open floor plan with brand new hardwood floors, soaring ceilings, and abundant natural light. The lower level features bedrooms with brand new carpet, and a newly rehabbed bath with ceilings so high they'll surprise you. The sunny living and dining room with fireplace creates the perfect setting for both relaxing and entertaining. A chef's kitchen highlights a quartz center island, stainless steel appliances, and brand new 42" cabinets. The primary suite offers a whirlpool tub, double vanity, and separate shower. Additional amenities include in-unit laundry and a 1-car garage. Directly across from a picturesque park, enjoy serene green views from your front room all summer long. Nestled among elegant homes and manicured gardens, this Kenwood condo provides the ideal balance of suburban tranquility and city convenience-a true Hyde Park gem!

1151 E 45Th Street Unit #1151, Chicago

$305,000

Charming and stylish 3-story townhouse in the heart of historic Kenwood! Step into this inviting home boasting a bright, open-concept layout with upscale touches throughout-think granite countertops and gleaming hardwood floors. The spacious main level offers a seamless flow between the living, dining, and kitchen areas, complete with a breakfast bar and access to a private, tree-lined deck through sliding glass doors-perfect for relaxing or entertaining. Upstairs, you'll find two generously sized bedrooms with ample closet space and a full bath featuring a dual-sink vanity. The entry-level includes a convenient in-unit laundry area and a versatile mudroom with a custom built-in bench. An attached 1.5-car garage provides added storage, plus there's plenty of street parking for guests. This beautifully maintained home combines comfort, function, and classic charm in one of the city's most sought-after neighborhoods. New furnace and carpet.

2 Beds ⋅ 2 Baths ⋅ 12624902 MLS

Charming and stylish 3-story townhouse in the heart of historic Kenwood! Step into this inviting home boasting a bright, open-concept layout with upscale touches throughout-think granite countertops and gleaming hardwood floors. The spacious main level offers a seamless flow between the living, dining, and kitchen areas, complete with a breakfast bar and access to a private, tree-lined deck through sliding glass doors-perfect for relaxing or entertaining. Upstairs, you'll find two generously sized bedrooms with ample closet space and a full bath featuring a dual-sink vanity. The entry-level includes a convenient in-unit laundry area and a versatile mudroom with a custom built-in bench. An attached 1.5-car garage provides added storage, plus there's plenty of street parking for guests. This beautifully maintained home combines comfort, function, and classic charm in one of the city's most sought-after neighborhoods. New furnace and carpet.

1150 E 46Th Street, Chicago

4405 S Lake Park Avenue Unit #2, Chicago

$300,000

Sprawling condominium in historic Kenwood, just blocks from Morgan Point Beach. This stretch of S. Lake Park Ave is both picturesque and rarely available. Situated in a stately six-unit building constructed in the early 2000s, the home offers modern amenities alongside generous square footage, both indoors and out. A quaint foyer and a long hallway - lined with ample storage and featuring an in-unit washer/dryer - lead into an open kitchen, living, and dining great room. Hardwood flooring throughout creates a cohesive, elegant aesthetic. The living area is anchored by a gas fireplace, complemented by an adjacent sun room with east-facing windows that provide abundant morning light. The kitchen features stainless steel appliances, granite countertops, and an island with bar seating, along with a separate pantry closet for additional storage. An expansive deck just off the kitchen offers an ideal setting for quiet evenings or entertaining. Down the hall, a second bedroom and full bath precede the primary suite, which comfortably accommodates a king-sized bed and dressers and includes an attached den suited for a home office or fitness space. The suite is completed by a walk-in closet and an en-suite bathroom with both a soaking tub and separate shower. Other additions include garage parking and a private designated storage space. This turn key ready home is just what you've been searching for.

2 Beds ⋅ 2 Baths ⋅ 12721672 MLS

Sprawling condominium in historic Kenwood, just blocks from Morgan Point Beach. This stretch of S. Lake Park Ave is both picturesque and rarely available. Situated in a stately six-unit building constructed in the early 2000s, the home offers modern amenities alongside generous square footage, both indoors and out. A quaint foyer and a long hallway - lined with ample storage and featuring an in-unit washer/dryer - lead into an open kitchen, living, and dining great room. Hardwood flooring throughout creates a cohesive, elegant aesthetic. The living area is anchored by a gas fireplace, complemented by an adjacent sun room with east-facing windows that provide abundant morning light. The kitchen features stainless steel appliances, granite countertops, and an island with bar seating, along with a separate pantry closet for additional storage. An expansive deck just off the kitchen offers an ideal setting for quiet evenings or entertaining. Down the hall, a second bedroom and full bath precede the primary suite, which comfortably accommodates a king-sized bed and dressers and includes an attached den suited for a home office or fitness space. The suite is completed by a walk-in closet and an en-suite bathroom with both a soaking tub and separate shower. Other additions include garage parking and a private designated storage space. This turn key ready home is just what you've been searching for.

4405 S Lake Park Avenue Unit #2, Chicago

$300,000

Modern 2-bedroom, 2-bath second-floor condominium located in North Kenwood, built in 2020. This newer-construction residence features an open-concept floor plan, hardwood flooring throughout, high ceilings, and large windows providing abundant natural light. A large porch extends the living space and offers additional outdoor functionality. One dedicated parking space is included. Conveniently located near Lake Michigan beaches and trails, and within proximity to the University of Chicago, Hyde Park, Bronzeville dining and cultural amenities, parks, museums, public transportation, and major roadways.

2 Beds ⋅ 2 Baths ⋅ 12563374 MLS

Modern 2-bedroom, 2-bath second-floor condominium located in North Kenwood, built in 2020. This newer-construction residence features an open-concept floor plan, hardwood flooring throughout, high ceilings, and large windows providing abundant natural light. A large porch extends the living space and offers additional outdoor functionality. One dedicated parking space is included. Conveniently located near Lake Michigan beaches and trails, and within proximity to the University of Chicago, Hyde Park, Bronzeville dining and cultural amenities, parks, museums, public transportation, and major roadways.

4337 S Berkeley Avenue Unit #2, Chicago

4361 S Greenwood Avenue Unit #1N, Chicago

$285,000

Beautiful 2-bedroom, 2-bath condo in the desirable North Kenwood neighborhood, just a half-mile from Chicago's lakefront. This move-in-ready home features refinished oak hardwood floors, designer LED lighting and updated fireplace tile surrounds. The bright and spacious living room offers built-in shelving, a decorative fireplace, and a dedicated space ideal for a home office. Both bedrooms feature newer closet doors, while the primary bedroom enjoys direct access to a fully updated bathroom with stylish finishes, vanity, and flooring. A second completely updated bathroom offers the same modern updates. A long hallway leads to the formal dining room and an impressive kitchen designed for both everyday living and entertaining. Highlights include newer flooring, white cabinetry, quartz countertops, a designer tile backsplash, deep single-bowl sink, range hood, dishwasher, pantry, and a large center island with seating. The kitchen opens to a sunny breakfast area with ample space for a large dining table. Additional features include in-unit laundry, a private outdoor deck, one secured parking space and a large, dedicated storage unit in the basement. Pet-friendly building. Enjoy a prime location with convenient access to Lake Shore Drive, the Lakefront Trail, Oakwood Beach, neighborhood parks, restaurants and shopping.

2 Beds ⋅ 2 Baths ⋅ 12662739 MLS

Beautiful 2-bedroom, 2-bath condo in the desirable North Kenwood neighborhood, just a half-mile from Chicago's lakefront. This move-in-ready home features refinished oak hardwood floors, designer LED lighting and updated fireplace tile surrounds. The bright and spacious living room offers built-in shelving, a decorative fireplace, and a dedicated space ideal for a home office. Both bedrooms feature newer closet doors, while the primary bedroom enjoys direct access to a fully updated bathroom with stylish finishes, vanity, and flooring. A second completely updated bathroom offers the same modern updates. A long hallway leads to the formal dining room and an impressive kitchen designed for both everyday living and entertaining. Highlights include newer flooring, white cabinetry, quartz countertops, a designer tile backsplash, deep single-bowl sink, range hood, dishwasher, pantry, and a large center island with seating. The kitchen opens to a sunny breakfast area with ample space for a large dining table. Additional features include in-unit laundry, a private outdoor deck, one secured parking space and a large, dedicated storage unit in the basement. Pet-friendly building. Enjoy a prime location with convenient access to Lake Shore Drive, the Lakefront Trail, Oakwood Beach, neighborhood parks, restaurants and shopping.

4361 S Greenwood Avenue Unit #1N, Chicago

4351 S Greenwood Avenue Unit #3N, Chicago

$285,000

This incredible 3rd Floor Penthouse Condo has been lovingly and tastefully renovated through out! Prepared to be WOW'd by this 2 (possible 3) bedroom 2 bath home!! Featuring a great open floor plan you will be impressed with the complete attention to every detail! The kitchen opens to the spacious family room providing just an incredible great space for entertaining! The spacious kitchen has plenty of custom cabinetry and counter space. The oversized island comfortably seats six and adds even more storage and counter space. All appliances included. Adjacent to the family room there is a convertible room with plenty of light beaming through the windows and arched doorways. Making it a perfect workspace/office or possible 3rd bedroom. The primary bedroom has its own private bath, soaring ceilings and plenty of closet place. The second bedroom also has plenty of closet space and wonderful windows providing great natural light. The laundry/utility room provides convenience and even more storage space! For your piece of mind the HVAC system is 2022, hot water heater 2023. Adding to the wonderful charm of this fine home is the large rear deck! Enjoy those last lazy days of summer enjoying the fresh air and beautiful views with this additional living space (the deck is only 2 years old!). There is additional ample secure storage in the lower level of the building. Plus there is gated parking! All this and much more located with easy access to Jean-Baptiste Pointe DuSable Lake Shore Drive and incredibly close proximity to a great variety of grocery stores, shops and dining options!

2 Beds ⋅ 2 Baths ⋅ 12486935 MLS

This incredible 3rd Floor Penthouse Condo has been lovingly and tastefully renovated through out! Prepared to be WOW'd by this 2 (possible 3) bedroom 2 bath home!! Featuring a great open floor plan you will be impressed with the complete attention to every detail! The kitchen opens to the spacious family room providing just an incredible great space for entertaining! The spacious kitchen has plenty of custom cabinetry and counter space. The oversized island comfortably seats six and adds even more storage and counter space. All appliances included. Adjacent to the family room there is a convertible room with plenty of light beaming through the windows and arched doorways. Making it a perfect workspace/office or possible 3rd bedroom. The primary bedroom has its own private bath, soaring ceilings and plenty of closet place. The second bedroom also has plenty of closet space and wonderful windows providing great natural light. The laundry/utility room provides convenience and even more storage space! For your piece of mind the HVAC system is 2022, hot water heater 2023. Adding to the wonderful charm of this fine home is the large rear deck! Enjoy those last lazy days of summer enjoying the fresh air and beautiful views with this additional living space (the deck is only 2 years old!). There is additional ample secure storage in the lower level of the building. Plus there is gated parking! All this and much more located with easy access to Jean-Baptiste Pointe DuSable Lake Shore Drive and incredibly close proximity to a great variety of grocery stores, shops and dining options!

4351 S Greenwood Avenue Unit #3N, Chicago

4435 S Oakenwald Avenue Unit #1, Chicago

$278,000

3 Beds ⋅ 2 Baths ⋅ 12393777 MLS

4435 S Oakenwald Avenue Unit #1, Chicago

4530 S Woodlawn Avenue Unit #1004, Chicago

$267,000

Located in sought-after North Kenwood, this beautifully maintained townhome is truly move-in ready and designed for comfortable, modern living. Featuring 2 spacious bedrooms and 1.5 bathrooms, the home is filled with warm, inviting tones, complemented by a blend of ceramic tile and rich hardwood flooring throughout. The kitchen offers 42" cabinetry, recessed lighting, and a cozy eat-in area-perfect for both everyday living and entertaining. Enjoy multiple outdoor spaces with two private balconies and a patio, ideal for relaxing or hosting guests. Ample closet space, a digital thermostat and the convenience of an in-unit washer and dryer add to the home's functionality. Additional highlights include a 1.5-car attached garage and a prime location with easy access to public transportation, Lake Shore Drive, I-90/94, downtown Chicago, and just minutes from the Obama Library and University of Chicago. A fantastic opportunity in a vibrant neighborhood-schedule your private showing today before it's gone!

2 Beds ⋅ 2 Baths ⋅ 12617916 MLS

Located in sought-after North Kenwood, this beautifully maintained townhome is truly move-in ready and designed for comfortable, modern living. Featuring 2 spacious bedrooms and 1.5 bathrooms, the home is filled with warm, inviting tones, complemented by a blend of ceramic tile and rich hardwood flooring throughout. The kitchen offers 42" cabinetry, recessed lighting, and a cozy eat-in area-perfect for both everyday living and entertaining. Enjoy multiple outdoor spaces with two private balconies and a patio, ideal for relaxing or hosting guests. Ample closet space, a digital thermostat and the convenience of an in-unit washer and dryer add to the home's functionality. Additional highlights include a 1.5-car attached garage and a prime location with easy access to public transportation, Lake Shore Drive, I-90/94, downtown Chicago, and just minutes from the Obama Library and University of Chicago. A fantastic opportunity in a vibrant neighborhood-schedule your private showing today before it's gone!

4530 S Woodlawn Avenue Unit #1004, Chicago

4534 S Woodlawn Avenue Unit #4-11, Chicago

$261,000

Rarely available, effortlessly refined and newly (2026) painted, this bi-level penthouse condo boasts 2 bedrooms, 1.1 bathrooms, with an attached, private single-car garage in highly desirable Kenwood offering the perfect blend of comfort, style, and location. A private, gated front entry welcomes you into a warm and inviting interior, where hardwood flooring flows throughout the main level, complemented by custom built-ins and a gel fuel fireplace that anchors the living space. Designed for both everyday living and easy entertaining, the layout strikes the perfect balance between openness and charm. Your main level houses your living room, powder room and functional eat-in kitchen that features a new (2025) stainless steel dishwasher, refrigerator, stove, oven, microwave, sufficient cabinetry, a custom tile backsplash, and ample prep space. Your kitchen also leads to a covered balcony, creating a seamless indoor-outdoor experience perfect for morning coffee or evening unwinding. Upstairs, hardwood floors continue throughout, leading to a generously sized primary bedroom that is semi-ensuite with private access to a well-appointed full bathroom and balcony. A comfortable second bedroom offers flexibility for guests, a home office, or additional living space and also has private access to the balcony. A conveniently located laundry area completes the upper level. Recent updates include a new furnace (2023), new hot water heater (2023), and new roof (2022), adding to the home's overall value and peace of mind. Additional highlights include central air, a professionally managed, pet-friendly association, and a location that places you just minutes from downtown Chicago and in close proximity to Hyde Park's vibrant dining, shopping, and lakefront amenities delivering a lifestyle that is both connected and convenient. A rare opportunity you don't want to miss. Please schedule your showing today.

2 Beds ⋅ 2 Baths ⋅ 12611631 MLS

Rarely available, effortlessly refined and newly (2026) painted, this bi-level penthouse condo boasts 2 bedrooms, 1.1 bathrooms, with an attached, private single-car garage in highly desirable Kenwood offering the perfect blend of comfort, style, and location. A private, gated front entry welcomes you into a warm and inviting interior, where hardwood flooring flows throughout the main level, complemented by custom built-ins and a gel fuel fireplace that anchors the living space. Designed for both everyday living and easy entertaining, the layout strikes the perfect balance between openness and charm. Your main level houses your living room, powder room and functional eat-in kitchen that features a new (2025) stainless steel dishwasher, refrigerator, stove, oven, microwave, sufficient cabinetry, a custom tile backsplash, and ample prep space. Your kitchen also leads to a covered balcony, creating a seamless indoor-outdoor experience perfect for morning coffee or evening unwinding. Upstairs, hardwood floors continue throughout, leading to a generously sized primary bedroom that is semi-ensuite with private access to a well-appointed full bathroom and balcony. A comfortable second bedroom offers flexibility for guests, a home office, or additional living space and also has private access to the balcony. A conveniently located laundry area completes the upper level. Recent updates include a new furnace (2023), new hot water heater (2023), and new roof (2022), adding to the home's overall value and peace of mind. Additional highlights include central air, a professionally managed, pet-friendly association, and a location that places you just minutes from downtown Chicago and in close proximity to Hyde Park's vibrant dining, shopping, and lakefront amenities delivering a lifestyle that is both connected and convenient. A rare opportunity you don't want to miss. Please schedule your showing today.

4534 S Woodlawn Avenue Unit #4-11, Chicago

4511 S Lake Park Avenue Unit #3S, Chicago

$260,000

Location, location, location! This airy, sun-drenched top-floor 3BR/2BA condo with soaring ceilings is perfectly situated in North Kenwood. Bright and spacious living room features a stunning floor-to-ceiling stone fireplace and flows seamlessly into the dining area, creating an ideal space for entertaining. The large kitchen offers a peninsula with breakfast bar, stainless steel appliances and additional space for a table or sitting area. The primary suite includes dual closets and a private ensuite with a relaxing soaking tub. Two additional bedrooms share a well-appointed hall bath. Step outside to your expansive private deck-fully rebuilt in 2024-or enjoy the shared common yard. Additional features include one detached garage space, a large private storage room in the basement and gated front entry. The building completed staircase repairs in 2024. Unbeatable location - just two blocks from Lake Shore Drive, the lake front, 47th Street Metra & multiple bus lines. Enjoy the convenience of being minutes to grocery stores, dry cleaners, shopping, fitness centers and restaurants!

3 Beds ⋅ 2 Baths ⋅ 12495676 MLS

Location, location, location! This airy, sun-drenched top-floor 3BR/2BA condo with soaring ceilings is perfectly situated in North Kenwood. Bright and spacious living room features a stunning floor-to-ceiling stone fireplace and flows seamlessly into the dining area, creating an ideal space for entertaining. The large kitchen offers a peninsula with breakfast bar, stainless steel appliances and additional space for a table or sitting area. The primary suite includes dual closets and a private ensuite with a relaxing soaking tub. Two additional bedrooms share a well-appointed hall bath. Step outside to your expansive private deck-fully rebuilt in 2024-or enjoy the shared common yard. Additional features include one detached garage space, a large private storage room in the basement and gated front entry. The building completed staircase repairs in 2024. Unbeatable location - just two blocks from Lake Shore Drive, the lake front, 47th Street Metra & multiple bus lines. Enjoy the convenience of being minutes to grocery stores, dry cleaners, shopping, fitness centers and restaurants!

4511 S Lake Park Avenue Unit #3S, Chicago

$259,000

Unit is now vacant!!! 2-Story Townhouse in Prime Kenwood/Bronzeville Location Well-maintained 2-bedroom, 1.5-bath townhouse located in the desirable Kenwood/Bronzeville area. First floor is the only the 1 car garage - second floor is family room, kitchen and the half bathroom - 3rd floor you'll find both bedrooms, full bath and laundry. The updated kitchen features ample cabinet and counter space with room for dining. Upstairs, you'll find two generously sized bedrooms and a full bathroom. The primary bedroom includes access to a private balcony for added outdoor enjoyment. The home also features an in-unit washer and dryer, central heat and air conditioning, and an attached one-car garage for added convenience. Located on a quiet, residential block with easy access to Lake Shore Drive, public transportation, and the University of Chicago. Close to parks, shops, restaurants, and all that the South Side has to offer. Low HOA fees in a well-managed, investor-friendly community make this an excellent option for both owner-occupants and rental investors. Property Highlights: 2 Bedrooms, 1.5 Baths Attached 1-Car Garage Private Balcony In-Unit Laundry Central Heat and A/C Low HOA Fees Rental and Investor Friendly Contact listing agent for more details or to schedule a private showing

2 Beds ⋅ 2 Baths ⋅ 12551618 MLS

Unit is now vacant!!! 2-Story Townhouse in Prime Kenwood/Bronzeville Location Well-maintained 2-bedroom, 1.5-bath townhouse located in the desirable Kenwood/Bronzeville area. First floor is the only the 1 car garage - second floor is family room, kitchen and the half bathroom - 3rd floor you'll find both bedrooms, full bath and laundry. The updated kitchen features ample cabinet and counter space with room for dining. Upstairs, you'll find two generously sized bedrooms and a full bathroom. The primary bedroom includes access to a private balcony for added outdoor enjoyment. The home also features an in-unit washer and dryer, central heat and air conditioning, and an attached one-car garage for added convenience. Located on a quiet, residential block with easy access to Lake Shore Drive, public transportation, and the University of Chicago. Close to parks, shops, restaurants, and all that the South Side has to offer. Low HOA fees in a well-managed, investor-friendly community make this an excellent option for both owner-occupants and rental investors. Property Highlights: 2 Bedrooms, 1.5 Baths Attached 1-Car Garage Private Balcony In-Unit Laundry Central Heat and A/C Low HOA Fees Rental and Investor Friendly Contact listing agent for more details or to schedule a private showing

4518 S Woodlawn Avenue, Chicago